Diamond Head Oahu

Oahu Vacation Packages

 
Oahu, "The Gathering Place," is home to Honolulu, Hawaii's largest city. Iconic Waikiki dazzles with its classic beaches, exciting nightlife and world-class cuisine. The North Shore is a surfer's paradise, home to the Banzai pipeline and scenic rainforests, offering a laid-back island style visitors are sure to enjoy. To the West, Pearl Harbor is rich in history with its WWII memorials and massive ships. Throughout the island a fusion of asian, polynesian and western culture give Oahu a flavor all its own. Enjoy the best deals to Oahu with our Hawaii vacation packages.

Hawaii Travel Guidelines

No pre-travel testing, vaccination or quarantine required for domestic U.S. travelers visiting Hawaii.

More information on each island's Health & Safety protocols is available here. Testing requirements are subject to change.

Hawaii Spring & Summer Sale
$150 OFF per booking

  • On minimum 5-night vacations – Book by 06/19/22 for select travel through 12/14/22

No pre-travel testing, vaccination or quarantine required for domestic U.S. travelers.

Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • Waikiki, Oahu Our 4.5-St

    Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls and an array of shops and restaurants are all part of the "Village" experience at this expansive resort.

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  • Waikiki, Oahu Our 4-Star

    With breathtaking views of iconic Diamond Head and steps to Waikiki Beach, experience Aloha Spirit with daily activities, regional cuisine and live entertainment at this lively hotel with an urban-Hawaiian vibe.

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  • Waikiki, Oahu Our 4.5-St

    Treat yourself to a luxury escape in Honolulu at the completely transformed Waikiki Beach Marriott Resort & Spa, a beachfront hotel with unparalleled service, thoughtful amenities and sweeping views of the Pacific Ocean.

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  • Ko Olina Resort Area, Oahu Our 5-Star

    Spacious 1, 2 & 3-bedroom villas with full kitchens ideal for large families that sleep up to 12 at this Hawaii beachfront resort.

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  • Waikiki, Oahu Our 4.5-St

    This legendary resort, "The First Lady of Waikiki," combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries.

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  • Waikiki, Oahu Our 4.5-St

    Located on the best stretch of Waikiki beach, this trendy, sophisticated resort ushers in a new level of style to the Waikiki scene.

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  • Waikiki, Oahu Our 4.5-St

    Escape to sun, sand & surf on legendary Waikiki Beach. From the beach boys to Duke's Waikiki you experience beach life with live music and entertainment, vibrant cultural events, and accommodations overlooking iconic Waikiki Beach and Diamond Head.

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  • Ko Olina Resort Area, Oahu Our 5-Star

    Inspired by the wonders and traditions of Hawaii, Aulani has been uniquely designed for families. Accommodation options include spacious rooms, 1- and 2-bedroom suites inspired by the beauty of Hawaii.

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  • Waikiki, Oahu Our 5-Star

    This legendary hotel, known as the Pink Palace of the Pacific, offers a redefined luxury experience.

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  • Waikiki, Oahu Our 4.5-St

    Explore the excitement of Oahu in one of Hawaii’s most fashionable zip codes. Just steps from renowned warm waters and spectacular views.

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  • Waikiki, Oahu Our 4.5-St

    This distinctive, refined hotel presents a new vision of hospitality, combining timeless traditions with modern elegance.

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  • Waikiki, Oahu Our 4.5-St

    Recently renovated, this exclusive condominium resort offers spacious and elegantly furnished with one and two-bedroom suites with fully-equipped chef inspired kitchens, in-room washer/dryer and ocean views directly across from Waikiki Beach.

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  • Waikiki, Oahu Our 3.5-St

    Experience comfort and relaxation in the heart of Waikiki at this hotel while enjoying an exceptional vacation value.

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  • Waikiki, Oahu Our 4.5-St

    Named among the Best Resorts in Hawaii in the 2020 Condé Nast Readers' Choice Awards, This newly renovated family-friendly resort is across from Waikiki Beach within easy walking to nearby shops, restaurants, and attractions.

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  • Waikiki, Oahu Our 3-Star

    Fronting Waikiki Beach, this hotel features magnificent ocean views and innumerable conveniences.

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  • Waikiki, Oahu Our 4-Star

    Ilikai Hotel & Luxury Suites is a historic high-rise set above the spectacular Waikiki shoreline. 1 & 2-bedroom city and ocean view come with gourmet kitchens, lanai and Wi-Fi access.

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  • Waikiki, Oahu Our 4.5-St

    Steps from the beach, Hawaii's only handcrafted Hotel in the Heart of Waikiki. Curated by local artists and influencers, inspiring beach, culture, and art. Infused stylish hotel rooms and suites with unique personality and culture of the island.

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  • Waikiki, Oahu Our 3-Star

    Discover exceptional value at this family-friendly hotel offering 1- and 2-bedroom suites with kitchenettes in the heart of Waikiki, just five minutes from the beach.

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  • Waikiki, Oahu Our 3.5-St

    This intimate boutique hotel is set at the gateway to Waikiki, just a short walk from the beach, and offers suites and tastefully appointed rooms.

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Hawaii $150 OFF per booking Offer: Valid on new bookings made by  06/19/22 for select travel through 12/14/22. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]